He stood high in the colony, was extravagant and fond of display, and his fortune being jeopardized he hoped to more than retrieve it by going into speculations in western lands on an unheard of scale; for he intended to try to establish on his own account a great proprietary colony beyond the mountains.

He had great confidence in Boon; and it was his backing which enabled the latter to turn his discoveries to such good account.
Boon's claim to distinction rests not so much on his wide wanderings in unknown lands, for in this respect he did little more than was done by a hundred other backwoods hunters of his generation, but on the fact that he was able to turn his daring woodcraft to the advantage of his fellows.

As he himself said, he was an instrument "ordained of God to settle the wilderness." He inspired confidence in all who met him,[9] so that the men of means and influence were willing to trust adventurous enterprises to his care; and his success as an explorer, his skill as a hunter, and his prowess as an Indian fighter, enabled him to bring these enterprises to a successful conclusion, and in some degree to control the wild spirits associated with him.
Boon's expeditions into the edges of the wilderness whetted his appetite for the unknown.

He had heard of great hunting-grounds in the far interior from a stray hunter and Indian trader,[10] who had himself seen them, and on May 1, 1769, he left his home on the Yadkin "to wander through the wilderness of America in quest of the country of Kentucky."[11] He was accompanied by five other men, including his informant, and struck out towards the northwest, through the tangled mass of rugged mountains and gloomy forests.

During five weeks of severe toil the little band journeyed through vast solitudes, whose utter loneliness can with difficulty be understood by those who have not themselves dwelt and hunted in primaeval mountain forests.